In this talk we will discuss the radio jailbreaking journey that enabled us to perform the first public disclosure and security analysis of the proprietary cryptography used in TETRA (Terrestrial Trunked Radio): a European standard for trunked radio globally used by government agencies, police, prisons, emergency services and military operators. Besides governemental applications, TETRA is also widely deployed in industrial environments such as factory campuses, harbor container terminals and airports, as well as critical infrastructure such as SCADA telecontrol of oil rigs, pipelines, transportation and electric and water utilities. For over two decades, the underlying algorithms have remained secret and bound with restrictive NDAs prohibiting public scrutiny of this highly critical technology. As such, TETRA was one of the last bastions of widely deployed secret proprietary cryptography. We will discuss in detail how we managed to obtain the primitives and remain legally at liberty to publish our findings.